31197-63-4Relevant articles and documents
Metal-Free Oxidative Esterification of Ketones and Potassium Xanthates: Selective Synthesis of α-Ketoesters and Esters
Luo, Xianglin,He, Runfa,Liu, Qiang,Gao, Yanping,Li, Jingqing,Chen, Xiuwen,Zhu, Zhongzhi,Huang, Yubing,Li, Yibiao
, p. 5220 - 5230 (2020/05/18)
A novel and efficient oxidative esterification for the selective synthesis of α-ketoesters and esters has been developed under metal-free conditions. In the protocol, various α-ketoesters and esters are available in high yields from commercially available ketones and potassium xanthates. Mechanistic studies have proven that potassium xanthate not only promotes oxidative esterification but also provides an alkoxy moiety for the reaction, which involves the cleavage and reconstruction of C-O bonds.
ZnO nanoparticles: An efficient catalyst for transesterification reaction of α-keto carboxylic esters
Alegria, Elisabete C. B. A.,Karmakar, Anirban,Pombeiro, Armando J. L.,Rúbio, Guilherme M. D. M.,Ribeir, Ana P. C.,Saraiva, Marta S.,Soliman, Mohamed M. A.,da Silva, M. Fátima C. Guedes
, (2019/09/06)
Pure ZnO nanoparticles were synthesized by a sustainable precipitation method using zinc nitrate and sodium hydroxide in aqueous medium at room temperature. They were characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM-EDX), thermogravimetric analysis (TGA), Fourier transform infrared spectroscopy (FTIR), ultraviolet-visible spectroscopy (UV–vis) spectroscopy and Brunauer-Emmett-Teller (BET) analysis. The XRD patterns indicate the formation of the hexagonal wurtzite phase with high purity and SEM-EDS analysis confirm the purity and a homogenous distribution of the nanostructures. The ZnO nanostructures present plate-like agglomerates, resulting in a quasi-spherical morphology. The catalytic activity of the formed ZnO nanoparticles was evaluated towards the transesterification reaction of different carboxylic esters in the presence of various alcohols. This catalyst is highly selective for the transesterification of α-keto carboxylic ester (methyl benzoylformate) and leads to ca. 97percent of product yield within 24 h of reaction time.
Ambient and aerobic carbon-carbon bond cleavage toward α-ketoester synthesis by transition-metal-free photocatalysis
Yu, Qing,Zhang, Yating,Wan, Jie-Ping
supporting information, p. 3436 - 3441 (2019/06/24)
The α-oxoesterification of the CC double bond in readily available enaminones enabling efficient synthesis of α-ketoesters is developed. The reactions showing general tolerance to the reactions of primary and secondary alcohols proceed well under air via Rose Bengal (RB)-based photocatalysis. Particularly, this mild synthetic method has been discovered to tolerate various polyhydroxylated substrates such as phenolic alcohol, diols and triols with an excellent selectivity of mono-oxoesterification. What is more noteworthy is that α-ketoester functionalized 16-dehydropregnenolone acetate resulting from the elaboration on a natural product has been obtained practically.